Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | HCID 131736049 | HCID 131736049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90295830 | HCID 90295830 | 84.2% |
Reaction Steps
Compound ((3R,3aS)-1-oxo-7-(3-oxomorpholin-4-yl)-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methylmethanesulfonate (3.91 g, 9.81 mmol) prepared as above in (c) was dissolved in 50 ml of DMF. Phthalimide potassium (2.72 g, 14.72 mmol) was added and the mixture was allowed to react at 80° C. for 2 h. TLC (DCM/MeOH=10/1) was employed to monitor the reaction. After the reaction completed, water (80 ml) was added for dilution. There was white solid precipitated, which was filtered and dried. The filtrate was extracted with EA (50 ml×3). The organic phase was combined, and washed sequentially with water (30 ml) and saturated NaCl (30 ml) solution, dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated to afford totally 3.71 g of white solid, yield: 84.2%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09382265B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-17acac5298e64c52b92fedf69d40c0b4 |
|---|
| Source note | uspto-grants-2016_07 |
|---|